GB1247370A - Glyoxals and production thereof - Google Patents

Glyoxals and production thereof

Info

Publication number
GB1247370A
GB1247370A GB6188068A GB6188068A GB1247370A GB 1247370 A GB1247370 A GB 1247370A GB 6188068 A GB6188068 A GB 6188068A GB 6188068 A GB6188068 A GB 6188068A GB 1247370 A GB1247370 A GB 1247370A
Authority
GB
United Kingdom
Prior art keywords
glyoxal
vii
formula
wnh
dec
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired
Application number
GB6188068A
Inventor
Lawrence Henry Charles Lunts
Paul Toon
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Allen and Hanburys Ltd
Original Assignee
Allen and Hanburys Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Allen and Hanburys Ltd filed Critical Allen and Hanburys Ltd
Priority to GB6188068A priority Critical patent/GB1247370A/en
Priority to SE1727169A priority patent/SE372519B/xx
Priority to YU314669A priority patent/YU34020B/en
Priority to HUAE000311 priority patent/HU165291B/hu
Priority to CH1913669A priority patent/CH537355A/en
Priority to RO6197469A priority patent/RO56134A/ro
Priority to JP10446269A priority patent/JPS541695B1/ja
Priority to ES374997A priority patent/ES374997A1/en
Priority to SU1392906A priority patent/SU408472A3/ru
Priority to AT1211469A priority patent/AT296964B/en
Priority to NL6919614A priority patent/NL6919614A/xx
Publication of GB1247370A publication Critical patent/GB1247370A/en
Priority to JP2713578A priority patent/JPS5542979B1/ja
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C229/00—Compounds containing amino and carboxyl groups bound to the same carbon skeleton
    • C07C229/38—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino groups bound to acyclic carbon atoms and carboxyl groups bound to carbon atoms of six-membered aromatic rings of the same carbon skeleton
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C65/00—Compounds having carboxyl groups bound to carbon atoms of six—membered aromatic rings and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
    • C07C65/32—Compounds having carboxyl groups bound to carbon atoms of six—membered aromatic rings and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups containing keto groups
    • C07C65/42—Compounds having carboxyl groups bound to carbon atoms of six—membered aromatic rings and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups containing keto groups containing —CHO groups

Abstract

1,247,370. Glyoxals as phenylethanolamine intermediates. ALLEN & HANBURYS Ltd. 10 Dec., 1969 [31 Dec., 1968], No. 61880/68. Heading C2C. A novel glyoxal of the Formula I in which X is hydroxyl, alkoxy or NH 2 in the form of its hydrate may be prepared by oxidation of II where Z is hydrogen or halogen. The novel glyoxal may be converted to phenylethanolamines of the Formula VII where Y is hydroxyl or WNH, where W is an acyl, sulphonyl or carbamoyl group and R is a straight or branched chain alkyl, an aralkyl, aryloxyalkyl which may be substituted with one or more alkoxy or hydroxy groups or an adamantyl group by reaction of the glyoxal I with an amine RNH 2 to yield an azomethine III which may be reduced in one or two steps to VII (Y = OH) and in the case of X being NH 2 in I, reacting the amine group (Y = NH 2 ) with a functional derivative of an acid of the formula WOH to give VII (Y = WNH).
GB6188068A 1968-12-31 1968-12-31 Glyoxals and production thereof Expired GB1247370A (en)

Priority Applications (12)

Application Number Priority Date Filing Date Title
GB6188068A GB1247370A (en) 1968-12-31 1968-12-31 Glyoxals and production thereof
SE1727169A SE372519B (en) 1968-12-31 1969-12-15
YU314669A YU34020B (en) 1968-12-31 1969-12-16 Postupak za izradu feniletanolamina
HUAE000311 HU165291B (en) 1968-12-31 1969-12-22
CH1913669A CH537355A (en) 1968-12-31 1969-12-22 Process for the production of glyoxals
RO6197469A RO56134A (en) 1968-12-31 1969-12-25
JP10446269A JPS541695B1 (en) 1968-12-31 1969-12-26
ES374997A ES374997A1 (en) 1968-12-31 1969-12-29 Glyoxals and production thereof
SU1392906A SU408472A3 (en) 1968-12-31 1969-12-29
AT1211469A AT296964B (en) 1968-12-31 1969-12-30 Process for the preparation of 1-hydroxyphenyl-2-aminoethanols
NL6919614A NL6919614A (en) 1968-12-31 1969-12-30
JP2713578A JPS5542979B1 (en) 1968-12-31 1978-03-09

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB6188068A GB1247370A (en) 1968-12-31 1968-12-31 Glyoxals and production thereof

Publications (1)

Publication Number Publication Date
GB1247370A true GB1247370A (en) 1971-09-22

Family

ID=10487587

Family Applications (1)

Application Number Title Priority Date Filing Date
GB6188068A Expired GB1247370A (en) 1968-12-31 1968-12-31 Glyoxals and production thereof

Country Status (11)

Country Link
JP (2) JPS541695B1 (en)
AT (1) AT296964B (en)
CH (1) CH537355A (en)
ES (1) ES374997A1 (en)
GB (1) GB1247370A (en)
HU (1) HU165291B (en)
NL (1) NL6919614A (en)
RO (1) RO56134A (en)
SE (1) SE372519B (en)
SU (1) SU408472A3 (en)
YU (1) YU34020B (en)

Cited By (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4381398A (en) 1979-03-20 1983-04-26 Kyowa Hakko Kogyo Co., Ltd. Amino-alcohol derivatives
EP0259159A2 (en) * 1986-09-05 1988-03-09 Schering Corporation Method for the preparation of alpha1- [[(1,1-Dimethylethyl) amino] methyl]-4-hydroxy-1,3-benzenedimethanol, and intermediates used in its preparation
US4952729A (en) * 1986-09-05 1990-08-28 Schering-Plough Corp. Intermediates in the preparation of alpha1(((1,1-dimethylethyl) amino) methyl)-4-hydroxy-1,3-benzenedimethanol
US5011993A (en) * 1986-09-05 1991-04-30 Schering Corporation Method for the preparation of α1 [[(1,1-dimethylethyl)amino]methyl]-4-hydroxy-1,3-benzenedimethanol
WO1992004314A2 (en) * 1990-09-11 1992-03-19 Schering Corporation Process for preparing albuterol, acetal, hemi-acetal, and hydrates of arylglyoxal intermediates thereof
EP2263998A1 (en) 2005-05-20 2010-12-22 Almirall S.A. Derivatives of 4-(2-amino-1-hydroxyethyl) phenol as agonists of the beta2 adrenergic receptor
US8178679B2 (en) 2007-11-28 2012-05-15 Almirall, S.A. Derivatives of 4-(2-amino-1-hydroxyethyl)phenol as agonists of the β2 adrenergic receptors
US8283342B2 (en) 2007-02-09 2012-10-09 Almirall S.A. Napadisylate salt of 5-(2-{[6-(2,2-difluoro-2-phenylethoxy) hexyl]amino}-1-hydroxyethyl)-8-hydroxyquinolin-2(1H)-one as agonist of the β2 adrenergic receptor
US8524908B2 (en) 2009-03-12 2013-09-03 Almirall, S.A. Process for manufacturing 5-(2-{[6-(2,2-difluoro-2-phenylethoxy)hexyl]amino}-1-hydroxyethyl)-8-hydroxyquinolin-2(1H)-one
US8563731B2 (en) 2008-12-22 2013-10-22 Almirall, S.A. Mesylate salt of 5-(2-{[6-(2,2-difluoro-2-phenylethoxy)hexyl]jamino}-1-hydroxyethyl)-8-hydroxyquinolin-2(1H)-one as agonist of the β2 adrenergic receptor
US9108918B2 (en) 2011-10-07 2015-08-18 Almirall, S.A. Process for preparing 5-(2-{[6-(2,2-difluoro-2-phenylethoxy)hexyl]amino}-1(R)-hydroxyethyl)-8-hydroxyquinolin-2(1H)-one via a novel intermediate
US9346759B2 (en) 2012-03-20 2016-05-24 Almirall, S.A. Polymorphic crystal forms of 5-(2-{[6-(2,2-difluoro-2-phenylethoxy)hexyl]amino}-1-(R)-hydroxyethyl)-8-hydroxyquinolin-2(1H)-one, heminapadisytlate as agonist of the β2 adrenergic receptor

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4000192A (en) * 1973-05-07 1976-12-28 Allen & Hanburys Limited Pharmacologically active compounds
GB1468673A (en) * 1973-05-07 1977-03-30 Allen & Hanburys Ltd Substituted benzamides
JPS56168399U (en) * 1980-05-16 1981-12-12
HU190867B (en) * 1984-01-20 1986-11-28 Egyt Gyogyszervegyeszeti Gyar,Hu Process for preparing 2-hydroxy-5-/1-hydroxy-2-/1-methyl-3-phenyl-propyl/-amino/ethyl/-benzamide and pharmaceutically acceptable salts thereof
JPH02249699A (en) * 1988-12-16 1990-10-05 Chika Ijichi Decorative pannel

Cited By (18)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4381398A (en) 1979-03-20 1983-04-26 Kyowa Hakko Kogyo Co., Ltd. Amino-alcohol derivatives
US4450115A (en) * 1979-03-20 1984-05-22 Kyowa Hakko Kogyo Co., Ltd. Amino-alcohol derivatives
EP0259159A2 (en) * 1986-09-05 1988-03-09 Schering Corporation Method for the preparation of alpha1- [[(1,1-Dimethylethyl) amino] methyl]-4-hydroxy-1,3-benzenedimethanol, and intermediates used in its preparation
EP0259159A3 (en) * 1986-09-05 1989-08-09 Schering Corporation Method for the preparation of alpha1- [[(1,1-Dimethylethyl) amino] methyl]-4-hydroxy-1,3-benzenedimethanol, and intermediates used in its preparation
US4952729A (en) * 1986-09-05 1990-08-28 Schering-Plough Corp. Intermediates in the preparation of alpha1(((1,1-dimethylethyl) amino) methyl)-4-hydroxy-1,3-benzenedimethanol
US5011993A (en) * 1986-09-05 1991-04-30 Schering Corporation Method for the preparation of α1 [[(1,1-dimethylethyl)amino]methyl]-4-hydroxy-1,3-benzenedimethanol
WO1992004314A2 (en) * 1990-09-11 1992-03-19 Schering Corporation Process for preparing albuterol, acetal, hemi-acetal, and hydrates of arylglyoxal intermediates thereof
WO1992004314A3 (en) * 1990-09-11 1992-05-29 Schering Corp Process for preparing albuterol, acetal, hemi-acetal, and hydrates of arylglyoxal intermediates thereof
EP2263998A1 (en) 2005-05-20 2010-12-22 Almirall S.A. Derivatives of 4-(2-amino-1-hydroxyethyl) phenol as agonists of the beta2 adrenergic receptor
US7964615B2 (en) 2005-05-20 2011-06-21 Almirall, S.A. Derivatives of 4-(2-amino-1-hydroxyethyl)phenol as agonists of the β2 adrenergic receptor
US8242177B2 (en) 2005-05-20 2012-08-14 Almirall, S.A. Derivatives of 4-(2-amino-1-hydroxyethyl)phenol as agonists of the β2 adrenergic receptor
US8420669B2 (en) 2005-05-20 2013-04-16 Laboratories Almirall, S.A. Derivatives of 4-(2-amino-1-hydroxyethyl)phenol as agonists of the BETA2 adrenergic receptor
US8283342B2 (en) 2007-02-09 2012-10-09 Almirall S.A. Napadisylate salt of 5-(2-{[6-(2,2-difluoro-2-phenylethoxy) hexyl]amino}-1-hydroxyethyl)-8-hydroxyquinolin-2(1H)-one as agonist of the β2 adrenergic receptor
US8178679B2 (en) 2007-11-28 2012-05-15 Almirall, S.A. Derivatives of 4-(2-amino-1-hydroxyethyl)phenol as agonists of the β2 adrenergic receptors
US8563731B2 (en) 2008-12-22 2013-10-22 Almirall, S.A. Mesylate salt of 5-(2-{[6-(2,2-difluoro-2-phenylethoxy)hexyl]jamino}-1-hydroxyethyl)-8-hydroxyquinolin-2(1H)-one as agonist of the β2 adrenergic receptor
US8524908B2 (en) 2009-03-12 2013-09-03 Almirall, S.A. Process for manufacturing 5-(2-{[6-(2,2-difluoro-2-phenylethoxy)hexyl]amino}-1-hydroxyethyl)-8-hydroxyquinolin-2(1H)-one
US9108918B2 (en) 2011-10-07 2015-08-18 Almirall, S.A. Process for preparing 5-(2-{[6-(2,2-difluoro-2-phenylethoxy)hexyl]amino}-1(R)-hydroxyethyl)-8-hydroxyquinolin-2(1H)-one via a novel intermediate
US9346759B2 (en) 2012-03-20 2016-05-24 Almirall, S.A. Polymorphic crystal forms of 5-(2-{[6-(2,2-difluoro-2-phenylethoxy)hexyl]amino}-1-(R)-hydroxyethyl)-8-hydroxyquinolin-2(1H)-one, heminapadisytlate as agonist of the β2 adrenergic receptor

Also Published As

Publication number Publication date
JPS5542979B1 (en) 1980-11-04
ES374997A1 (en) 1972-05-01
RO56134A (en) 1974-03-01
JPS541695B1 (en) 1979-01-27
YU34020B (en) 1978-10-31
AT296964B (en) 1972-03-10
SU408472A3 (en) 1973-12-10
SE372519B (en) 1974-12-23
HU165291B (en) 1974-08-28
CH537355A (en) 1973-05-31
YU314669A (en) 1978-05-15
NL6919614A (en) 1970-07-02

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